Trail Running calendar near Ross-on-Wye 2025-2026

Join Hairy Legs on 10 May for a rugged cross country across two undulating woodland laps with a few final field challenges. Every entrant gets a t shirt, a free beer or soft drink, a post race BBQ and a prize for best dressed.

Take on the Caradoc Classic, a scenic 3.5 miles fell race from Church Stretton climbing about 268 m. Part of the local Summer Series, this friendly community event includes junior races and on the day entries.

Take on the OTT Trail Marathon or 10 mile race through the Brecon Beacons on 16 May 2026, featuring climbs over Pen Y Fan and sweeping reservoir views. A rugged looped trail challenge with scenic rewards and event buffs and coasters for fin..

Face the True Grit Trail Marathon on 16 May 2026 in Bridgend, a 26.2 mile adventure across mixed terrain, quarries and the notorious Mount Mayhem. Limited to 50 places, with a marked route, five aid stations and a bespoke finisher medal.

Take on the Compton Downland Challenge on 16 May 2026, choosing the marathon or a scenic 16 mile route across the Berkshire Downs and Ridgeway. Expect rolling trails, countryside views, on course aid and a hand thrown mug at the finish.

Run the Merrell Cannock Chase Challenge on 16 May 2026 at Tackeroo Campsite, Rugeley, with 10 km, half marathon and full marathon trail options. Tackle undulating off road singletrack, enjoy camping and event village perks and grab one of o..

Enjoy scenic trails around Ironbridge Gorge at The Shindig in the Shire, with challenging climbs and great views through Ironbridge and Jackfield. Choose 8, 16 or marathon distances then celebrate with pub food and finisher bling.

Join the Semington Slog on 16 May 2026 for a scenic 10K or family 2K around the village, canal towpath and leafy lanes. A friendly community fundraiser at St Georges School with marshalled routes, children’s activities and tasty food, plus..

Run the Shropshire Historic 50K from Telford Town Park to The Quarry Park in Shrewsbury on 16 May 2026, via Ironbridge, Buildwas Abbey and Wroxeter Roman City. Officially measured with chip timing, nutrition stations and free photos.

Run from Tudor Sudeley Castle through the rolling Cotswold Hills on scenic trails and historic paths. Distances from 7 km to 50k welcome all abilities and the event is dog friendly.

Join the Deddington Four Farms Challenge on Sunday 17 May 2026 for 5k and 10k routes around the picturesque parish of Deddington. Open to experienced runners, fun runners and families, it is a friendly event supporting local charities.

Join the Portcullis Trail 10 km in Langport on Sunday 17 May 2026 for a scenic run across the Levels, droves and countryside around Cocklemoor. Expect mixed trail terrain and a friendly community vibe; no headphones or dogs.

Run 145 miles non stop along the Grand Union Canal from Birmingham to Little Venice on a fully waymarked towpath. Limited to 100 starters with supported or unsupported entries and a 45 hour cutoff, it is a classic long distance challenge.

Enjoy a lively 6.5 km hill run on Mynydd Myfyr near Oswestry with mixed terrain and 150 m of climbing, supporting Trefonen Hill Walk Weekend. Entry on the day welcome; scenic views and prizes make it a rewarding spring challenge.

Run the Taunton Trail 10K or Half Marathon on 24 May 2026 at Taunton Rugby Football Club for an ultra flat, fast route along scenic waterways. Friendly marshals, well stocked feed stations and finisher medals make for a rewarding day.

Celebrate Rocky at 50 with a scenic Time Challenge at Dare Valley Country Park, choosing laps to suit any distance from 3 km to an ultra. Finishers get a themed medal and goody bag, plus park views and on course refreshments.

Take on the VOGUM 40 mile ultra along the Wales Coast Path on 6 June 2026, enjoying beaches, cliffs and coastal castle views from Porthcawl to Penarth. Fully staffed checkpoints and no time limit make this a stunning and supported adventure..

Join the Divorce Day Defib Fundraiser on 6 June 2026 for scenic laps from The Unicorn Inn across the Ironbridge and along the Silkin Way. Choose 8 mile, 16 mile or marathon options and embrace the fun of fancy dress with top hats and tiaras..

The National Forest Way Ultra will take place in Burton upon Trent on Saturday 6 June 2026.

Midnight Mountain Marathon in Brecon Beacons lets runners start in daylight and finish under stars while crossing iconic summits like Pen Y Fan. Pick marathon, half or bergen entries and collect a finisher medal plus a warming mug of tea.